Insurance Risk Manager Jobs in Milton, ON (NOW HIRING)

As a Senior Manager in People Risk, you will work collaboratively within a high-performing Enterprise Risk team to deliver meaningful outcomes for clients. You will partner with clients to understand people-related risks and regulatory requirements, providing clear, practical recommendations and supporting delivery to drive sustainable, measurable impact.

You will lead end-to-end People Risk engagements—from shaping the approach to delivering high-quality outcomes—while balancing client service excellence, quality, and risk management. You will communicate complex information clearly and effectively through well-crafted deliverables and by facilitating executive-level discussions and working sessions, while contributing to the growth of both your own capabilities and the People Risk practice.

Some examples of day-to-day activities include:

• Serving as a trusted advisor to clients on People Risk priorities, supporting informed and responsible decision-making
• Leading engagement teams and contributing to the development of team members in an inclusive and supportive environment
• Conducting current-state assessments of strategy, governance, policies, processes, and controls related to people risk, and tailoring approaches to the client context
• Identifying, prioritizing, and communicating key insights and recommendations, and supporting clients through implementation planning
• Developing and reviewing high-quality, accessible deliverables for senior audiences
• Designing and facilitating workshops and training sessions that support adoption and behaviour change
• Leading qualitative research (e.g., interviews, focus groups) to understand lived experiences and emerging risks, and synthesizing insights into clear, evidence-based findings
• Supporting account and pursuit activities, including identifying opportunities, shaping proposals, and contributing to resourcing decisions
• Contributing to the growth of the People Risk offering through the development of client-ready materials, insights, and market-facing content
• Championing innovation, including the responsible use of AI

People Risk arises when an organization’s people-related decisions, systems, behaviours, and environments do not meet societal expectations, regulatory requirements, or strategic objectives—potentially resulting in harm to individuals, financial or reputational impact, regulatory exposure, or loss of trust. Our People Risk offering supports clients in identifying, managing, and mitigating these risks in practical and sustainable ways.

We work across a range of interconnected areas, including:

• Workplace equity, diversity, and inclusion
• Pay equity and transparency
• Accessibility
• Equity-centered customer experience design
• Ethics, culture, and conduct risk
• Human rights
• Psychological health and safety
• Workplace harassment and violence prevention
• Social impact measurement and reporting
• Regulatory compliance, risk management, and internal audit

People Risk is a rapidly evolving area of risk management shaped by changing regulations, societal expectations, and workforce dynamics—offering an opportunity to drive meaningful and lasting impact for organizations and their people.

We are seeking an experienced Senior Manager to join our People Risk offering within Enterprise Risk. This role is critical in helping clients navigate complex people-related risks, regulations, policies, and processes.

• You are motivated by purpose-driven work and committed to improving outcomes for employees, customers, and communities
• You bring experience in one or more People Risk areas (e.g., people -related regulatory/ risk management, pay equity, culture and behavior risk, equity-centred design, accessibility, harassment and discrimination
• prevention, psychological health and safety, talent and workforce risk, social impact etc.), with the ability to apply this knowledge in different contexts
• You have experience leading complex projects, managing workplans and budgets, and supporting teams to deliver high-quality outcomes
• You are an inclusive people leader who values coaching, development, and building collaborative, high-performing teams
• You bring a consulting mindset, including structured problem-solving, clear and effective communication, and the ability to manage risk, scope, and timelines

Qualifications

• 7+ years of experience in consulting or a related field (e.g., human resources, DEIA, risk management), with demonstrated depth in relevant People Risk areas
• Experience leading client engagements and contributing to business development, including supporting pursuits, building relationships, or shaping proposals
• Ability to deliver strong client service by working collaboratively and supporting consistent, high-quality outcomes
• Demonstrated ability to manage multiple priorities and meet commitments
• Ability to build trusted relationships and positively influence clients and teams
• Interest in people risks, including staying current with evolving practices, regulations, and client needs
• Ability to align work to broader organizational governance and risk management considerations and client priorities
• Relevant professional designations (e.g., risk, audit, HR, DEI, accessibility) are an asset, along with a commitment to continuous learning
• We value diverse perspectives and experiences, and encourage applications from candidates with diverse backgrounds, identities, and lived experiences

The salary range for this position is $126,000 - $234,000, and individuals may be eligible to participate in our bonus program. Deloitte is fair and competitive when it comes to the salaries of our people. We regularly benchmark across a variety of positions, industries, sectors, targets, and levels. Our approach is grounded on recognizing people's unique strengths and contributions and rewarding the value that they deliver.
Our Total Rewards Package extends well beyond traditional compensation and benefit programs and is designed to recognize employee contributions, encourage personal wellness, and support firm growth.  Along with a competitive base salary and variable pay opportunities, we offer a wide array of initiatives that differentiate us as a people-first organization. On top of our regular paid vacation days, some examples include: $4,000 per year for mental health support benefits, a $1,300 flexible benefit spending account, firm-wide closures known as "Deloitte Days", dedicated days of for learning (known as Development and Innovation Days), flexible work arrangements and a hybrid work structure.